JP2000026737A - Deodorized polyether-modified polysiloxane composition substantially containing no residual catalyst - Google Patents

Abstract

PROBLEM TO BE SOLVED: To obtain the subject composition useful in skin cosmetics of little odor and irritancy or the like with high storage stability, and to provide a method for producing the composition. SOLUTION: This composition is such one as to be freed from residual platinum catalyst to levels of <=0.5 ppm, being obtained by hydrogenation of a polyether-modified polysiloxane composition synthesized by hydrosilylation between a C=C double bond-terminated polyoxyalkylene and a hydropolysiloxane followed by removing the platinum catalyst left in the hydrogenated composition by a filtration means.

Description

DETAILED DESCRIPTION OF THE INVENTION

[0001]

[0001] The present invention relates to an odorless polyether-modified polysiloxane composition containing substantially no residual catalyst and a method for producing the same. More specifically, the present invention relates to cleansing cream, cold cream, hand cream, powder, lotion, foundation, eye shadow, lotion, nail polish, lipstick, lip balm, sunscreen cream, antiperspirant, facial cleanser, body wash The present invention relates to a deodorized polyether-modified polysiloxane composition used in skin cosmetics having very low odor and irritation and having excellent storage stability.

[0002]

2. Description of the Related Art Skin cosmetics include cleansing cream, cold cream, hand cream, powder, lotion, foundation, eye shadow, lotion, nail polish, lipstick, lip balm,
There are various types such as sunscreen creams, antiperspirants, facial cleansers, body cleansers and the like. The polyether-modified polysiloxane composition can improve the compatibility of the ingredients of each cosmetic, improve gloss and smoothness, and improve wettability,
Since it can improve foaming properties, foam regulating properties, emulsifying properties, detergency, and antistatic ability, it is widely used in various skin cosmetics.

[0003]

On the other hand, in recent years, with the spread of unscented skin cosmetics, the smell of individual components of the skin cosmetics has been regarded as a problem. Among them, the polyether-modified polysiloxane composition, contrary to its functionality,
The smell has a negative effect. That is,
Since the polyether-modified polysiloxane composition is synthesized by a hydrosilylation reaction between a polysiloxane having a hydrosilyl group and a polyoxyalkylene having an unsaturated bond, the polyether-modified polysiloxane composition is used in the production and storage of skin cosmetics. Odorous substances such as aldehydes are generated from the unreacted unsaturated group-containing polyether in the product, and the product smells.

Further, in addition to the problem of odor, the generated aldehyde may cause problems such as safety such as skin irritation. There is concern about the adverse effects of In order to solve such a drawback, for example, Japanese Patent Application Laid-Open No. 2-302438 discloses a method in which unreacted polyoxyalkylene is hydrolyzed in the presence of an acid to deodorize a polyether-modified polysiloxane composition. It can be used as a component of cosmetics. However, the deodorization of the polyether-modified polysiloxane composition purified by this method is not complete, and after blending in a skin cosmetic, it will smell over time. Also,
With this deodorizing method, it is difficult to produce industrially stably.

[0005] Furthermore, when the platinum catalyst used for producing the polyether-modified polysiloxane composition remains at a high concentration in skin cosmetics, there is a problem that allergy is caused. In order to solve such a drawback, residual platinum in the polyether-modified polysiloxane composition is adsorbed and removed with diatomaceous earth or the like, but the process is long and productivity is poor.

[0006]

The present inventors have conducted various studies on a method for deodorizing a polyether-modified polysiloxane composition in order to solve the above-mentioned problems. As a result, an unpurified polyether-modified polysiloxane composition has been obtained. By performing a hydrogenation reaction using hydrogen gas in the presence of a catalyst, an odorless polyether-modified polysiloxane composition that is stable over time can be obtained without generating odorous substances due to hydrolysis, oxidation, and the like. Furthermore, it has been found that the amount of the platinum catalyst remaining in the polyether-modified polysiloxane composition can be almost eliminated by the hydrogenation step. The present invention has been completed based on these findings.

[0007]

SUMMARY OF THE INVENTION The present invention relates to a deodorized polyether-modified polysiloxane composition substantially free of residual catalyst produced by a process comprising a hydrogenation reaction, and a method for producing the same. That is, according to the present invention, (1) a polyether-modified polysiloxane composition synthesized by a hydrosilylation reaction between a polyoxyalkylene having a carbon-carbon double bond at a terminal and a hydropolysiloxane, A deodorized polyether-modified polysiloxane composition, characterized in that the platinum catalyst remaining in the product has been removed to 0.5 ppm or less, and (2) an antioxidant is further added. A deodorized polyether-modified polysiloxane composition according to the above (1),
(3) A hydrogenation reaction is performed on a polyether-modified polysiloxane composition synthesized by a hydrosilylation reaction between a polyoxyalkylene having a carbon-carbon double bond at a terminal and a hydropolysiloxane, and then the mixture is filtered by a filtration means. A method for producing a deodorized polyether-modified polysiloxane composition, which comprises substantially removing a platinum catalyst remaining in the composition; and (4) further comprising adding an antioxidant. And a method for producing the deodorized polyether-modified polysiloxane composition according to the above (3).

[0008]

DETAILED DESCRIPTION OF THE INVENTION The hydropolysiloxane used in the hydrosilylation reaction for producing the polyether-modified polysiloxane composition used in the present invention includes, for example, the following formula:

Embedded image [Where R ¹ is the same or different, substituted or unsubstituted monovalent hydrocarbon group (eg, an alkyl group having 1 to 19 carbon atoms such as a methyl group, an ethyl group, a phenyl group, an alkylphenyl group, a naphthyl group) , Alkylnaphthyl group, phenylalkyl group, 3-aminopropyl group, 3- (N-2-
Aminoethylamino) propyl group, 3,3,3-trifluoropropyl group or the like;

Embedded image Here, R ² is the same or different, substituted or unsubstituted monovalent hydrocarbon group (for example, an alkyl group having 1 to 19 carbon atoms such as a methyl group, an ethyl group, a phenyl group, an alkylphenyl group, a phenylalkyl group). Group, 3-aminopropyl group, 3- (N-2-aminoethylamino) propyl group,
3,3,3-trifluoropropyl group) or a hydrogen group, and q is 0 or a positive integer. ｝ Or a hydrogen group, and n is 0 or a positive integer. However, 1
The molecule has a hydrogen group directly bonded to at least one silicon atom. ] Or the following formula:

Embedded image (Wherein, R ¹ is the same as described above, m is an integer of 3 or more, provided that one molecule has a hydrogen group directly bonded to at least one silicon atom.) Is mentioned. These hydropolysiloxanes can be used alone or in combination. Examples of the polyoxyalkylene used in the hydrosilylation reaction for producing the polyether-modified polysiloxane composition include the following.

Embedded image Wherein R ′ is the same or different, and is an unsaturated substituted or unsubstituted monovalent hydrocarbon group (for example, allyl group, methallyl group, 3-butenyl group, alkyl group having 1 to 19 carbon atoms, phenyl group) , An alkylphenyl group, a naphthyl group, an alkylnaphthyl group, etc.), an acyl group or a hydrogen group, and R ″ are the same or different, substituted or unsubstituted divalent hydrocarbon groups (for example, ethylene group, propylene group, butylene group,
A pentene group, a phenylene group, an alkyl-substituted phenylene group, a phenyl-substituted alkylene group, a naphthylene group, an alkyl-substituted naphthylene group), x is 0 or a positive integer, provided that at least one of R ′ in one molecule is unsaturated It is a hydrocarbon group having a substituent. ｝ These polyoxyalkylenes can be used alone or in combination. The hydrosilylation reaction can be performed using a known technique. That is, this reaction is performed in an organic solvent such as an alcohol solvent such as ethanol and isopropyl alcohol, an aromatic hydrocarbon solvent such as toluene and xylene, an ether solvent such as dioxane and THF, an aliphatic hydrocarbon solvent, and a chlorinated hydrocarbon solvent. Performed without solvent. The reaction temperature is usually 50
~ 150 ° C, and can be reacted using a catalyst such as chloroplatinic acid. Usually, the reaction is carried out in excess of polyoxyalkylene.

An ordinary polyether-modified polysiloxane composition is purified by distilling off the solvent from the above reaction solution. Therefore, unreacted polyoxyalkylene remains in the polyether-modified polysiloxane composition. Allyl etherified polyoxyalkylene causes isomerization due to the presence of a catalyst such as platinum. For example, in the case of terminal allyl etherified polyoxyalkylene, propenyl etherified polyoxyalkylene is generated. Therefore, excess propenyl etherified polyoxyalkylene remains in the polyether-modified polysiloxane composition. Since the propenyl etherified polyoxyalkylene is a vinyl ether type compound, it is easily hydrolyzed to generate light components. That is, propenyl etherified polyoxyalkylene is gradually hydrolyzed by the presence of moisture in the air and a small amount of acid to produce propionaldehyde, an odorant.

[0010] Unreacted terminal allyl etherified polyoxyalkylene gradually forms propenyl etherified polyoxyalkylene by the action of a platinum catalyst remaining in the polyether-modified polysiloxane composition, and causes not only odor but also odor. Since the stability of the terminal allyl etherified polyoxyalkylene itself against oxidation is not so good as compared with ordinary saturated hydrocarbons, such oxides may cause odor. In addition, when a vinylsilane-type compound produced as a by-product in the hydrosilylation reaction is formed, this compound is considered to have poor oxidation stability. Therefore, in order to obtain a composition which does not generate odorous substances due to hydrolysis and oxidation and is stable over time, it is necessary not only to remove propenyl etherified polyoxyalkylene but also to perform unstable substitution causing odor. It is necessary to prevent such compounds from remaining in the polyether-modified polysiloxane composition.

In the present invention, a compound having an unsaturated substituent such as a carbon-carbon double bond, and a compound derived from hydrolysis and oxidation are subjected to a hydrogenation reaction to obtain a purified polyether-modified polysiloxane composition. It was used as a component of ingredients.

For the hydrogenation reaction, a known hydrogenation catalyst is used. For example, nickel, palladium, platinum,
There is a simple substance or a compound such as rhodium, cobalt, chromium, copper, and iron. The catalyst carrier may be omitted, but when used, activated carbon, silica, silica alumina, alumina, zeolite, etc. are used. Further, the platinum catalyst used for the hydrosilylation reaction can be used as it is. These catalysts can be used alone or in combination.

The solvent for the hydrogenation reaction may not be used, but when used, alcohols such as ethanol and isopropyl alcohol; aromatic hydrocarbons such as toluene and xylene; ethers such as dioxane and THF; The reaction is performed in an organic solvent inert to hydrogenation conditions, such as an aliphatic hydrocarbon or a chlorinated hydrocarbon, and the solvent used for the hydrosilylation reaction can be used as it is.

The hydrogenation reaction can be carried out under normal pressure and under pressure. Practically, under hydrogen pressure, ie, hydrogen pressure 1
Carried out in the ~200Kg / cm ^2.

The hydrogenation reaction can be carried out at 0 to 200 ° C., but is preferably carried out at 50 to 170 ° C. in order to shorten the reaction time.

The hydrogenation reaction may be a batch type or a continuous type. In the case of the batch type, the reaction time depends on the amount of catalyst, temperature and the like, but is generally 3 to 12 hours.

In the case of the batch type, the end point of the hydrogenation reaction can be the point of time when the reaction is further continued for 1 to 2 hours from the point when the decrease in hydrogen pressure is hardly observed. When the hydrogen pressure decreases during the reaction, it is desirable to introduce hydrogen again to keep the hydrogen pressure high for shortening the reaction time.

After the hydrogenation reaction, the catalyst used in the hydrosilylation reaction and the hydrogenation reaction is separated by filtration using diatomaceous earth or activated carbon under nitrogen pressure. Usually, the catalyst such as platinum remaining in the polyether-modified polysiloxane composition is extremely difficult to remove and separate because it dissolves in the composition. However, in the present invention, platinum or the like in the catalyst is subjected to a hydrogenation reaction. It is presumed that the ionic value of the metal atom decreases, and as a result, the catalyst itself becomes insoluble fine particles. Therefore, the removal and separation can be easily performed.

When a solvent is used in the reaction or when light components are present after hydrogenation, if necessary, these light components are distilled off while blowing nitrogen under reduced pressure to remove the polyether-modified polysiloxane composition. Purify. In addition, this light matter removing operation may be performed as a pretreatment for performing the hydrogenation reaction, and may be performed twice before and after the hydrogenation reaction.

The purified polyether-modified polysiloxane composition can contain an antioxidant such as phenols, hydroquinones, benzoquinones, aromatic amines, and vitamins to increase the stability against oxidation. Such antioxidants include, for example, BHT
(2,6-di-t-butyl-p-cresol), vitamin C and vitamin E can be used. At this time, the amount of the antioxidant used is 10 to 1000 with respect to the purified polyether-modified polysiloxane composition.
ppm, preferably 50 to 500 ppm. Also,
The addition of the antioxidant can also be performed before the operation of distilling off the light components.

The deodorized polyether-modified polysiloxane composition of the present invention can be used in various forms as skin cosmetics. For example, they can be alcohols, hydrocarbons,
It may be used by dissolving or dispersing it in volatile cyclic silicones or the like, or may be used in the form of an emulsion by dispersing it in water using an emulsifier. In addition, a spray can be used in combination with a propellant such as propane, butane, trichloromonofluoromethane, dichlorodifluoromethane, dichlorotetrafluoroethane, carbon dioxide, or nitrogen gas. In these forms, they can be used as cleansing creams, hand creams, powders, lotions, foundations, eye shadows, lotions, nail polish, lipsticks, lip balms, sunscreen creams, antiperspirants, facial cleansers, body cleansers and the like.

The amount of the polyether-modified polysiloxane composition in the skin cosmetic is not limited, but is preferably 0.01% to 80% by weight, particularly preferably 0.1% to 50% by weight. It is.

In the skin cosmetic using the deodorized polyether-modified polysiloxane composition of the present invention, components usually contained in the skin cosmetic can be incorporated within a range that does not adversely affect the odor of the product. . For example, oil, resin,
Gum, rubber, silicone compounds in the form of powder, etc. [for example, dimethylpolysiloxane, dimethylmethylphenylpolysiloxane, amino-modified dimethylpolysiloxane,
Epoxy-modified dimethylpolysiloxane, polycaprolactone-modified dimethylpolysiloxane, etc.], various oils (for example, camellia oil, rapeseed oil, sesame oil, safflower oil, cottonseed oil, castor oil, soybean oil, coconut oil, palm oil, beeswax,
Montan wax, lanolin, squalene, etc.), surfactant (alkylbenzene sulfonate, polyoxyalkylene alkyl sulfate, alkyl sulfate, alkane sulfonate, alkyl ethoxycarboxylate, succinic acid derivative, alkylamine oxide, imidazoline type compound , Polyoxyethylene alkyl or alkenyl ether, polyoxyethylene alkyl phenyl ether, higher fatty acid alkanolamide or an alkylene oxide adduct thereof, etc.), polymer compound (hydroxyethyl cellulose, hydroxypropyl cellulose,
Hydroxypropyl methylcellulose, methylcellulose, cationized cellulose, cationized polymer, polyvinyl hydrilone, copolymer of vinylpyrrolidone and vinyl acetate, vinylpyrrolidone-vinyl acetate-alkylaminoacrylate copolymer, methyl vinyl ether-maleic anhydride copolymer Unified lower alkyl half ester, vinyl acetate-crotonic acid copolymer, acrylic acid-acrylic ester-N-alkylacrylamide copolymer, etc.),
Amino acids (glycine, serine, proline), powders (sericite, silica alumina, silica gel, kaolin, talc, bengalara, gunjo, mica, mica titanium, iron oxide, titanium oxide, magnesium oxide, chromium oxide, antimony oxide, monoxide) Zinc, zinc dioxide, magnesium carbonate, calcium carbonate, calcium phosphate, barium sulfate,
Aluminum hydroxide, chromium hydroxide, magnesium metasilicate aluminate, magnesium aluminate silicate, polyethylene powder, etc.), antioxidants, ultraviolet absorbers, humectants, fragrances, dyes, pigments, pigments, preservatives, vitamins , Hormonal agents, deodorants, fixing agents, anti-inflammatory agents and the like may be added in appropriate amounts.

[0024]

DESCRIPTION OF THE PREFERRED EMBODIMENTS The present invention will be described below with reference to reference examples, examples and application examples, but the present invention is not limited to these, and all embodiments utilizing the technical idea of the present invention are described below. Are included in the range.

Reference Example The following average composition

Embedded image Having the following average composition

Embedded image With an allyl etherified polyoxyalkylene having an equivalent ratio of hydrosilyl group to unsaturated group of 1: 1.
A modified polysiloxane composition synthesized by performing a known hydrosilylation reaction at a raw material ratio of 2 was designated as Compound 1. Also, the following average composition

Embedded image Having the following average composition

Embedded image With an allyl etherified polyoxyalkylene having an equivalent ratio of hydrosilyl group to unsaturated group of 1: 1.
A modified polysiloxane composition synthesized by performing a known hydrosilylation reaction at a raw material ratio of 2 was designated as Compound 2. In addition, the following average composition

Embedded image And the average composition of

Embedded image (AB) was synthesized by performing a known hydrosilylation reaction at a raw material ratio such that the equivalent ratio of the hydrosilyl group to the unsaturated group becomes 1: 1.2. The n-type modified polysiloxane composition was designated as Compound 3.

Example 1 Compound 1 (200 g) was placed in a glass 1 L three-necked flask.
Then, 500 ml of toluene and 0.5 g of palladium on activated carbon (5 wt%) were further added.
Blow at 0 ml / min. The temperature of the flask was gradually raised using an oil bath so that the toluene was slowly refluxed. Twelve hours after the start of hydrogen blowing, hydrogen blowing and heating were stopped. Until cooled to room temperature, nitrogen was blown in instead of hydrogen to replace the excess hydrogen in the flask. A filter cell was added to the reaction solution, and filtration was performed under nitrogen pressure. After adding BHT (300 ppm) to the filtrate, distillation was performed while blowing nitrogen under reduced pressure to remove toluene and light components. Yield 170 g. This purified modified polysiloxane composition was designated as compound 4. Compound 1
The platinum content of Compound 4 and that of Compound 4 were measured by an atomic absorption method. Table 1 shows the results. The content of Compound 4 is below the measurement limit, and it can be said that platinum hardly remains.

[0027]

[Table 1]

Example 2 Compounds 2 and 54 were placed in a 1 L stainless steel autoclave.
5.5 g and Raney nickel 25 g were added, the inside was replaced with hydrogen, and then the pressure was increased to 50 kg / cm ^{2 of} hydrogen pressure. The temperature was gradually increased to 130 ° C. while stirring with the provided stirrer. After reacting at the same temperature for about 5 hours, it was cooled. The yield at this point is 545.4 g. A filter cell was added to the reaction solution, and filtration was performed under nitrogen pressure. B in the filtrate
After adding HT (300 ppm), distillation was performed while blowing nitrogen under reduced pressure to remove light components. Yield 535 g.
This purified modified polysiloxane composition was designated as Compound 5.

Example 3 The same procedure as in Example 2 was carried out except that Compound 3 was used instead of Compound 2. This purified modified polysiloxane composition was designated as compound 6.

Application Example 1: Hand cream The compositions shown in Table 2 below were mixed by a conventional method to prepare a hand cream.

[0031]

[Table 2]

Evaluation: When applied to hands, there was no sticky feeling and the skin feeling was good and moist. After placing 40 g of this product in a 50-ml sample bottle with a lid and replacing the upper space with nitrogen, it was sealed and stored at room temperature for one year. A comparative product prepared according to the above formulation using compound 1 instead of compound 4 was stored under the same conditions, and the odor was compared. Table 3 shows the results
Shown in The hand cream using Compound 1 smelled considerably, but Compound 4 did not smell.

[0033]

[Table 3]

A patch test was performed for each product after the change with time. 1) Test method: 50 healthy men and women (25 men, 2 women)
5 persons), a hand cream was adhered to the inner skin surface of the upper arm with a circular metal part of a fin chamber (manufactured by Taisho Pharmaceutical Co., Ltd.). After applying the occlusion for 24 hours, the sample was removed with purified water, and 1 hour and 24 hours after the removal, the skin symptoms of the load were visually observed and evaluated. (As a control, purified water purified by the same method was adhered by the same method.) 2) Evaluation method: Regarding the skin findings of the test substance and the control substance-loaded area, the presence or absence of irritation symptoms (erythema, floating species, papules, blisters) Was confirmed and performed according to the following criteria. -No reaction ± Mild erythema + Erythema ++ Erythema + Floating +++ Erythema + Floating + Papules to blisters +++ Large blisters The results are shown in Table 4. The hand cream using Compound 4 as compared with Compound 1 was found to have very little irritation to the skin. It should be noted that slight erythema of purified water may be affected by metal.

[0035]

[Table 4]

Application Example 2: Sunscreen cream The compositions shown in Table 5 below were mixed by a conventional method to prepare a sunscreen cream.

[0037]

[Table 5]

Evaluation: Good stretch when applied to back,
It was a pleasant and moist feeling without sticky feeling. 40 g of the product was placed in a 50-ml sample bottle with a lid, the upper space was replaced with nitrogen, and the container was sealed and stored at room temperature for 4 months. A comparative product prepared according to the above formulation using compound 1 instead of compound 4 was stored under the same conditions, and the odor was compared. Table 6 shows the results. The sunscreen cream using Compound 1 smelled considerably, but Compound 4 did not.

[0039]

[Table 6]

Application Example 3: Lotion A composition shown in Table 7 below was mixed by a conventional method to prepare a lotion.

[0041]

[Table 7]

Evaluation: When applied to the skin, it could be applied very smoothly, and the skin could be finished to a smooth and moist texture. Further, the lotion emulsion was stable without phase separation. 40 g of the product was placed in a 50-ml sample bottle with a lid, the upper space was replaced with nitrogen, and the container was sealed and stored at room temperature for 4 months. A comparative product prepared according to the above formulation using compound 2 instead of compound 5 was stored under the same conditions,
A comparison of odors was made. Table 8 shows the results. The lotion using Compound 2 gave considerable odor, but Compound 5 did not.

[0043]

[Table 8]

Application Example 4: Lipstick A composition shown in Table 9 below was mixed by a conventional method to prepare a lipstick.

[0045]

[Table 9]

Evaluation: The composition was applied to the skin, but had a good gloss and a moist and favorable feel. A shower of water was applied to the applied skin for 3 minutes, but the purple color of shikonin remained. After placing 40 g of this product in a 50-ml sample bottle with a lid and replacing the upper space with nitrogen, the container was sealed and stored at room temperature for 3 months. A comparative product prepared according to the above formulation using compound 3 instead of compound 6 was stored under the same conditions, and the odor was compared. Table 10 shows the results. The lipstick using Compound 3 smelled considerably, but Compound 6 did not.

[0047]

[Table 10]

Application Example 5: Lotion A lotion was prepared by mixing the compositions shown in Table 11 below by a conventional method.

[0049]

[Table 11]

Evaluation: When applied to the skin, it spreads very well and feels good, giving the skin a glossy and firm feeling and giving the skin a moist feeling. After placing 40 g of this product in a 50-ml sample bottle with a lid and replacing the upper space with nitrogen, the container was sealed and stored at room temperature for 2 months. A comparative product prepared according to the above formulation using compound 3 instead of compound 6 was stored under the same conditions, and the odor was compared. Table 12 shows the results. The lotion using Compound 3 smelled considerably, but Compound 6 did not.

[0051]

[Table 12]

Application Example 6 Deodorant Stick A composition shown in Table 13 below was mixed by a conventional method to prepare a deodorant stick.

[0053]

[Table 13]

Evaluation: When applied to the skin, the stretch was very good, the skin contact was soft, and there was no sticky feeling.
After placing 40 g of this product in a 50-ml sample bottle with a lid and replacing the upper space with nitrogen, the container was sealed and stored at room temperature for 2 months. A comparative product prepared according to the above formulation using compound 2 instead of compound 5 was stored under the same conditions, and the odor was compared. Table 14 shows the results. The deodorant stick using the compound 2 smelled considerably, but the compound 5 did not smell.

[0055]

[Table 14]

Application Example 7: Detergent composition The compositions shown in Table 15 below were mixed by a conventional method to prepare a detergent composition.

[0057]

[Table 15]

Evaluation: When both hands were actually washed, foaming during washing and a moist feeling after drying were good. After placing 40 g of this product in a 50-ml sample bottle with a lid and replacing the upper space with nitrogen, the container was sealed and stored at room temperature for 2 months. A comparative product prepared according to the above formulation using compounds 2 and 3 instead of compounds 5 and 6 was stored under the same conditions,
A comparison of odors was made. Table 16 shows the results. The detergent compositions using Compounds 2 and 3 smelled considerably, but Compounds 5 and 6 did not.

[0059]

[Table 16]

Application Example 8: Facial cleansing composition A facial cleansing composition was prepared by mixing the compositions shown in Table 17 below by a conventional method.

[0061]

[Table 17]

Evaluation: When the face was actually washed, foaming during washing and a moist feeling after drying were good. This product 40
g was placed in a 50-ml sample bottle with a lid, the upper space was replaced with nitrogen, sealed, and stored at room temperature for 2 months.
A comparative product prepared according to the above formulation using Compound 1 instead of Compound 4 was stored under the same conditions, and the odor was compared. The results are shown in Table 18. The face wash composition using Compound 1 smelled considerably, but Compound 4 did not.

[0063]

[Table 18]

[0064]

According to the present invention, the deodorized polyether-modified polysiloxane composition containing substantially no residual catalyst is a polyether-modified polysiloxane composition which has conventionally caused odor in the components of skin cosmetics. The product was hydrogenated and purified. As a result, the odor of the polyether-modified polysiloxane composition over time and the generation of irritating aldehydes can be remarkably suppressed, and further, platinum which is a residual catalyst which may cause allergy is eliminated. is there. This purified polyether-modified polysiloxane composition is used as a cleansing cream,
By using as a skin cosmetic ingredient such as cold cream, hand cream, powder, lotion, foundation, eye shadow, lotion, nail polish, lipstick, lip balm, sunscreen cream, antiperspirant, facial cleanser, body cleanser, etc. , Improve the compatibility of each causal component of cosmetics, improve gloss and smoothness, and impair excellent effects such as wettability, foaming property, foam regulating property, emulsifying property, and antistatic In addition, it is possible to prepare a product having no odor and irritation and having excellent storage stability, which is very useful in industry.

──────────────────────────────────────────────────続 き Continued on the front page (51) Int.Cl. ⁷ Identification symbol FI theme coat ゛ (Reference) A61K 7/50 A61K 7/50 C08G 77/46 C08G 77/46

Claims (4)

[Claims] 1. A polyether-modified polysiloxane composition synthesized by a hydrosilylation reaction between a polyoxyalkylene having a carbon-carbon double bond at a terminal and a hydropolysiloxane, the platinum remaining in the composition. A deodorized polyether-modified polysiloxane composition, wherein the catalyst has been removed to 0.5 ppm or less. 2. The odorless polyether-modified polysiloxane composition according to claim 1, further comprising an antioxidant. 3. A hydrogenation reaction is carried out on a polyether-modified polysiloxane composition synthesized by a hydrosilylation reaction between a polyoxyalkylene having a carbon-carbon double bond at a terminal and a hydropolysiloxane, followed by filtration. A method for producing an odorless polyether-modified polysiloxane composition, wherein the platinum catalyst remaining in the composition is substantially removed by the method. 4. The method for producing a deodorized polyether-modified polysiloxane composition according to claim 3, further comprising adding an antioxidant.